(2'S)-N⁴,N⁸-bis(tert-butoxycarbonyl)-N¹-(N-(tert-butoxycarbonyl)-2-amino-3-phenylpropyl)spermidine

Base Information

• Chemical Name: (2'S)-N⁴,N⁸-bis(tert-butoxycarbonyl)-N¹-(N-(tert-butoxycarbonyl)-2-amino-3-phenylpropyl)spermidine
• CAS No.: 202979-79-1
• Molecular Formula: C₃₁H₅₄N₄O₆
• Molecular Weight: 578.793

Synonyms:(2'S)-N⁴,N⁸-bis(tert-butoxycarbonyl)-N¹-(N-(tert-butoxycarbonyl)-2-amino-3-phenylpropyl)spermidine

Chemical Property of (2'S)-N⁴,N⁸-bis(tert-butoxycarbonyl)-N¹-(N-(tert-butoxycarbonyl)-2-amino-3-phenylpropyl)spermidine

Chemical Property:

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Technology Process of (2'S)-N⁴,N⁸-bis(tert-butoxycarbonyl)-N¹-(N-(tert-butoxycarbonyl)-2-amino-3-phenylpropyl)spermidine

There total 3 articles about (2'S)-N⁴,N⁸-bis(tert-butoxycarbonyl)-N¹-(N-(tert-butoxycarbonyl)-2-amino-3-phenylpropyl)spermidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 18.0%

(2'S)-N-(tert-butoxycarbonyl)phenylalanyl-N4,N8-bis(tert-butoxycarbonyl)spermidine (202979-78-0) → (2'S)-N4,N8-bis(tert-butoxycarbonyl)-N1-(N-(tert-butoxycarbonyl)-2-amino-3-phenylpropyl)spermidine (202979-79-1)

Guidance literature:

borane-THF; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.7164/antibiotics.50.998

Reference yield:

N1,N5-di-boc-spermidine (68076-39-1) → (2'S)-N4,N8-bis(tert-butoxycarbonyl)-N1-(N-(tert-butoxycarbonyl)-2-amino-3-phenylpropyl)spermidine (202979-79-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / diphenylphosphoryl azide (DPPA); (C₂H₅)3N / dimethylformamide / 21 h / 0 °C

2: 18 percent / BH₃*THF / tetrahydrofuran / 24 h / 20 °C

With diphenylphosphoranyl azide; triethylamine; borane-THF; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Condensation / 2: Reduction;

DOI:10.7164/antibiotics.50.998

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (2'S)-N4,N8-bis(tert-butoxycarbonyl)-N1-(N-(tert-butoxycarbonyl)-2-amino-3-phenylpropyl)spermidine (202979-79-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / diphenylphosphoryl azide (DPPA); (C₂H₅)3N / dimethylformamide / 21 h / 0 °C

2: 18 percent / BH₃*THF / tetrahydrofuran / 24 h / 20 °C

With diphenylphosphoranyl azide; triethylamine; borane-THF; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Condensation / 2: Reduction;

DOI:10.7164/antibiotics.50.998

upstream raw materials:

(2'S)-N-(tert-butoxycarbonyl)phenylalanyl-N⁴,N⁸-bis(tert-butoxycarbonyl)spermidine

N₁,N₅-di-boc-spermidine

N-tert-butoxycarbonyl-L-phenylalanine

Downstream raw materials:

(2'S)-N¹-(2-amino-3-phenylpropyl)spermidine

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